59873-86-8

Upstream product

• 54951-56-3 5-dimethylamino-4-methyl-2-phenyl-3-one hydrochloride 
• 129138-62-1 (E)-5-Dimethylamino-4-dimethylaminomethyl-4-methyl-1-phenyl-pent-1-en-3-one; hydrobromide 
• 760-93-0 methacryloyl anhydride 
• 64788-85-8 dimethyl-phenyl-((E)-styryl)-silane 
• 19372-00-0 1-(trimethylsilyl)-2-phenylethene 
• 14371-10-9 (E)-3-phenylpropenal 
• 129138-73-4 4-dimethylaminomethyl-1-phenyl-1-penten-3-one methobromide 
• 13291-18-4 isopropenylmagnesium bromide 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 129138-70-1 (E)-5-(2-Hydroxy-ethylsulfanyl)-4-methyl-1-phenyl-pent-1-en-3-one 
• 129138-71-2 1,5-Bis-(2-hydroxy-ethylsulfanyl)-4-methyl-1-phenyl-pentan-3-one 
• 1365551-82-1 C₂₀H₃₀OSi 
• 1365552-43-7 C₂₀H₃₀OSi 

Relevant academic research and scientific papers

Iridium-catalysed desilylative acylation of 1-alkenylsilanes

We report the iridium-catalysed desilylative acylation of styryl and dienyl silanes by acid anhydrides to afford (E)-α,β-unsaturated ketones. The [{Ir(μ-Cl)(cod)}2] catalyst is the first non-rhodium complex successfully applied for this type of

Nazarov cyclization of divinyl and arylvinyl epoxides: Application in the synthesis of resveratrol-based natural products

New variation in the Nazarov cyclization has been developed by preparing divinyl and arylvinyl epoxides as pentadienyl cation precursors for the first time. Highly substituted cyclopentadienes, hydrindienes, and indenes were synthesized to demonstrate the compatibility of this reaction with substrates bearing a variety of substitutions and having different types of epoxides. Application of this method in the synthesis of resveratrol-based natural products was also demonstrated.

Synthesis of silyloxy dienes by silylene transfer to divinyl ketones: Application to the asymmetric synthesis of substituted cyclohexanes

Silver-catalyzed silylene transfer to divinyl ketones provided 2-silyloxy-1,3-dienes with control of stereochemistry and regioselectivity. The products participated in Diels-Alder reactions with electron-deficient alkenes and imines to form six-membered-ring products diastereoselectively. Cycloaddition reactions with alkenes bearing chiral auxiliaries provided access to chiral, nonracemic cyclohexenes. The methodology, therefore, represents a synthesis of diastereomerically and enantiomerically pure products in a single flask. The highly substituted cyclohexene products could be functionalized stereoselectively to provide cyclohexanols after oxidation of the carbon-silicon bond.

Sequential hiyaima coupling/narasaka acylation reaction of (e)-1,2-disilylethene: rapid assembly of α,β-unsaturated carbonyl motifs

The synthesis and application of (E)-1,2-disilylethene 5 as a central functional building block in a sequential Hiyama coupling/Narasaka acylation reaction are described, Its use in the rapid and versatile construction of α,β-unsaturated carbonyl motifs found in a number of polyunsaturated natural products has been demonstrated. It was observed that due to the differential intrinsic reactivity of the two carbon-silicon bonds, this bis-metallated lynchpin-type reagent is activated selectively and sequentially by Pd and Rh catalysis, negating the need for any protecting group, A number of (E)-α,β-unsaturated ketones were efficiently synthesized with complete chemoselectively in the presence of a variety of halides and anhydride acids. Conjugated polyunsaturated ketones and diversely α'-functionalized α,β-enones, such, as chalcones, a heterocyclic dienone and the highly conjugated ethyl (2Z,4E)-6-oxo-6-(2-thienyl)hexa-2,4-dienoate, were obtained in good overall yields. Thus, this coupling sequence provides a high degree of modularity, that is, a single template is likely to produce a large number of synthetic targets.

Highly diastereoselective synthesis of bicyclo-[3.2.1]octenones through phosphine-mediated condensations of 1,4-dien-3-ones

(Chemical Equation Presented) Making rings: A highly diastereoselective synthesis of bicyclo[3.2.1]octenones from 1,4-dien-3-ones occurs through a domino phosphine-mediated formal [4+2] cycloaddition followed by an intramolecular Wittig olefination.